Bis(acetato-κO)bis-(2-pyridine-aldoxime-κ(2)N,N')cadmium.

In the title mol-ecule, [Cd(CH(3)COO)(2)(C(6)H(6)N(2)O)(2)], the Cd(II) cation is N,N'-chelated by two 2-pyridine-aldoxime ligands and coordinated by two acetate anions in a distorted octa-hedral geometry. The hy-droxy groups of the 2-pyridine-aldoxime ligands link to the acetate anions via intra-molecular O-H⋯O hydrogen bonds. Weak inter-molecular C-H⋯O hydrogen bonds occur in the crystal.

Related literature

For related structures, see: Abu-Youssef et al. (2010 ▶); Costa et al. (2009 ▶); Ha (2010 ▶); Konidaris et al. (2010 ▶); Korpi et al. (2005 ▶); Milios et al. (2004 ▶); Mukherjee et al.(2009 ▶); Torabi et al. (2005 ▶).

Experimental

Crystal data

[Cd(C2H3O2)2(C6n class="Species">H6N2O)2]

M = 474.75

Triclinic,

a = 8.7875 (6) Å

b = 9.0946 (6) Å

c = 13.8873 (11) Å

α = 100.837 (6)°

β = 97.994 (6)°

γ = 114.700 (5)°

V = 960.42 (12) Å3

Z = 2

Mo Kα radiation

μ = 1.18 mm−1

T = 298 K

0.48 × 0.38 × 0.30 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.621, T max = 0.751

8165 measured reflections

3758 independent reflections

3236 reflections with I > 2σ(I)

R int = 0.056

Refinement

R[F 2 > 2σ(F 2)] = 0.034

wR(F 2) = 0.084

S = 0.99

3758 reflections

252 parameters

2 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.64 e Å−3

Δρmin = −0.96 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAIn class="Chemical">NT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812031819/xu5584sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812031819/xu5584Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Cd(C2H3O2)2(C6H6N2O)2]	Z = 2
Mr = 474.75	F(000) = 476
Triclinic, P1	Dx = 1.642 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.7875 (6) Å	Cell parameters from 8165 reflections
b = 9.0946 (6) Å	θ = 1.5–26.0°
c = 13.8873 (11) Å	µ = 1.18 mm−1
α = 100.837 (6)°	T = 298 K
β = 97.994 (6)°	Prism, colorless
γ = 114.700 (5)°	0.48 × 0.38 × 0.30 mm
V = 960.42 (12) Å3

Bruker APEXII CCD area-detector diffractometer	3758 independent reflections
Radiation source: fine-focus sealed tube	3236 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.056
ω scans	θmax = 26.0°, θmin = 1.5°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −10→10
Tmin = 0.621, Tmax = 0.751	k = −11→11
8165 measured reflections	l = −17→15

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.034	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.084	H atoms treated by a mixture of independent and constrained refinement
S = 0.99	w = 1/[σ2(Fo2) + (0.0491P)2] where P = (Fo2 + 2Fc2)/3
3758 reflections	(Δ/σ)max = 0.010
252 parameters	Δρmax = 0.64 e Å−3
2 restraints	Δρmin = −0.96 e Å−3

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq
C1	0.8192 (5)	0.7991 (5)	0.9158 (3)	0.0581 (9)
H1	0.8759	0.8033	0.8639	0.070*
C2	0.8947 (6)	0.7893 (6)	1.0068 (3)	0.0722 (12)
H2	0.9992	0.7843	1.0152	0.087*
C3	0.8151 (6)	0.7869 (7)	1.0838 (4)	0.0845 (14)
H3	0.8653	0.7822	1.1460	0.101*
C4	0.6590 (6)	0.7916 (7)	1.0692 (3)	0.0781 (13)
H4	0.6029	0.7915	1.1213	0.094*
C5	0.5877 (5)	0.7965 (5)	0.9757 (3)	0.0570 (9)
C6	0.4177 (5)	0.7942 (5)	0.9549 (3)	0.0601 (9)
H6A	0.3628	0.8031	1.0067	0.072*
C7	0.3108 (5)	0.3972 (5)	0.6895 (3)	0.0564 (9)
H7	0.2298	0.4142	0.7203	0.068*
C8	0.2865 (6)	0.2340 (5)	0.6552 (3)	0.0672 (11)
H8	0.1925	0.1439	0.6637	0.081*
C9	0.4040 (6)	0.2086 (5)	0.6088 (4)	0.0731 (12)
H9	0.3917	0.1006	0.5853	0.088*
C10	0.5391 (6)	0.3433 (5)	0.5972 (3)	0.0686 (11)
H10	0.6188	0.3277	0.5643	0.082*
C11	0.5577 (4)	0.5027 (5)	0.6342 (3)	0.0508 (8)
C12	0.7043 (5)	0.6520 (5)	0.6258 (3)	0.0649 (11)
H12A	0.7859	0.6391	0.5939	0.078*
C13	0.8125 (7)	1.3947 (5)	0.8418 (4)	0.0858 (14)
H13A	0.8408	1.4150	0.9139	0.103*
H13B	0.7162	1.4160	0.8218	0.103*
H13C	0.9102	1.4682	0.8214	0.103*
C14	0.7660 (5)	1.2150 (5)	0.7920 (3)	0.0560 (9)
C15	0.0811 (5)	0.7410 (6)	0.4978 (3)	0.0698 (11)
H15A	0.1029	0.6727	0.4453	0.084*
H15B	0.1167	0.8513	0.4882	0.084*
H15C	−0.0400	0.6904	0.4955	0.084*
C16	0.1808 (5)	0.7544 (5)	0.5986 (3)	0.0540 (9)
N1	0.6675 (4)	0.8026 (4)	0.8998 (2)	0.0509 (7)
N2	0.3474 (4)	0.7801 (4)	0.8656 (2)	0.0520 (7)
N3	0.4438 (3)	0.5309 (3)	0.6806 (2)	0.0459 (6)
N4	0.7206 (4)	0.7966 (4)	0.6613 (2)	0.0519 (7)
O1	0.1873 (4)	0.7749 (5)	0.8529 (2)	0.0717 (8)
H1B	0.159 (5)	0.763 (5)	0.7912 (10)	0.058 (12)*
O2	0.8603 (4)	0.9252 (4)	0.6470 (3)	0.0863 (10)
H2B	0.864 (7)	1.016 (4)	0.675 (4)	0.11 (2)*
O3	0.6409 (4)	1.1036 (3)	0.8110 (2)	0.0700 (8)
O4	0.8568 (4)	1.1901 (4)	0.7372 (3)	0.0850 (9)
O5	0.3410 (3)	0.8162 (4)	0.6126 (2)	0.0682 (7)
O6	0.0997 (4)	0.7014 (5)	0.6609 (2)	0.0892 (10)
Cd1	0.51653 (3)	0.82333 (3)	0.745759 (18)	0.04330 (10)

	U11	U22	U33	U12	U13	U23
C1	0.062 (2)	0.063 (2)	0.051 (2)	0.0298 (19)	0.0140 (17)	0.0144 (18)
C2	0.072 (3)	0.082 (3)	0.066 (3)	0.042 (2)	0.006 (2)	0.019 (2)
C3	0.088 (3)	0.109 (4)	0.055 (3)	0.044 (3)	0.002 (2)	0.032 (3)
C4	0.087 (3)	0.106 (4)	0.045 (2)	0.045 (3)	0.015 (2)	0.026 (2)
C5	0.064 (2)	0.061 (2)	0.0416 (19)	0.0260 (18)	0.0115 (16)	0.0115 (17)
C6	0.066 (2)	0.073 (3)	0.046 (2)	0.032 (2)	0.0223 (17)	0.0176 (18)
C7	0.0511 (19)	0.058 (2)	0.054 (2)	0.0191 (17)	0.0148 (16)	0.0152 (18)
C8	0.069 (2)	0.054 (2)	0.064 (3)	0.0150 (19)	0.012 (2)	0.019 (2)
C9	0.088 (3)	0.048 (2)	0.077 (3)	0.030 (2)	0.012 (2)	0.013 (2)
C10	0.076 (3)	0.062 (2)	0.074 (3)	0.040 (2)	0.023 (2)	0.009 (2)
C11	0.0512 (18)	0.055 (2)	0.0488 (19)	0.0270 (16)	0.0140 (15)	0.0122 (16)
C12	0.060 (2)	0.071 (3)	0.074 (3)	0.034 (2)	0.036 (2)	0.018 (2)
C13	0.098 (3)	0.047 (2)	0.095 (4)	0.020 (2)	0.022 (3)	0.010 (2)
C14	0.065 (2)	0.053 (2)	0.045 (2)	0.0239 (18)	0.0067 (17)	0.0140 (17)
C15	0.062 (2)	0.092 (3)	0.059 (2)	0.038 (2)	0.0087 (19)	0.024 (2)
C16	0.051 (2)	0.055 (2)	0.057 (2)	0.0275 (17)	0.0068 (16)	0.0141 (17)
N1	0.0543 (16)	0.0539 (17)	0.0436 (16)	0.0251 (14)	0.0106 (13)	0.0112 (13)
N2	0.0485 (15)	0.0629 (19)	0.0475 (17)	0.0252 (14)	0.0201 (13)	0.0163 (14)
N3	0.0439 (14)	0.0479 (16)	0.0434 (15)	0.0199 (12)	0.0110 (11)	0.0097 (12)
N4	0.0469 (15)	0.0542 (17)	0.0562 (17)	0.0202 (13)	0.0243 (13)	0.0174 (14)
O1	0.0535 (15)	0.110 (2)	0.0619 (19)	0.0426 (16)	0.0251 (13)	0.0259 (18)
O2	0.0739 (19)	0.064 (2)	0.123 (3)	0.0204 (16)	0.064 (2)	0.026 (2)
O3	0.0821 (19)	0.0466 (15)	0.0721 (18)	0.0207 (14)	0.0283 (15)	0.0095 (14)
O4	0.094 (2)	0.0665 (19)	0.092 (2)	0.0296 (17)	0.0422 (19)	0.0197 (18)
O5	0.0527 (15)	0.088 (2)	0.0659 (18)	0.0314 (14)	0.0095 (12)	0.0301 (16)
O6	0.0664 (18)	0.136 (3)	0.0616 (18)	0.0385 (19)	0.0151 (15)	0.038 (2)
Cd1	0.04362 (14)	0.04697 (15)	0.04136 (15)	0.02141 (11)	0.01461 (9)	0.01174 (10)

C1—N1	1.335 (5)	C12—N4	1.254 (5)
C1—C2	1.379 (6)	C12—H12A	0.9300
C1—H1	0.9300	C13—C14	1.502 (6)
C2—C3	1.357 (7)	C13—H13A	0.9600
C2—H2	0.9300	C13—H13B	0.9600
C3—C4	1.378 (7)	C13—H13C	0.9600
C3—H3	0.9300	C14—O4	1.235 (5)
C4—C5	1.377 (6)	C14—O3	1.246 (5)
C4—H4	0.9300	C15—C16	1.499 (5)
C5—N1	1.342 (5)	C15—H15A	0.9600
C5—C6	1.472 (5)	C15—H15B	0.9600
C6—N2	1.263 (5)	C15—H15C	0.9600
C6—H6A	0.9300	C16—O6	1.237 (5)
C7—N3	1.330 (5)	C16—O5	1.248 (4)
C7—C8	1.384 (6)	N2—O1	1.373 (4)
C7—H7	0.9300	N4—O2	1.367 (4)
C8—C9	1.366 (6)	O1—H1B	0.830 (10)
C8—H8	0.9300	O2—H2B	0.83 (5)
C9—C10	1.359 (6)	Cd1—N1	2.438 (3)
C9—H9	0.9300	Cd1—N2	2.362 (3)
C10—C11	1.376 (5)	Cd1—N3	2.411 (3)
C10—H10	0.9300	Cd1—N4	2.344 (3)
C11—N3	1.346 (4)	Cd1—O3	2.245 (3)
C11—C12	1.468 (6)	Cd1—O5	2.210 (3)
N1—C1—C2	122.3 (4)	O4—C14—C13	117.2 (4)
N1—C1—H1	118.8	O3—C14—C13	117.3 (4)
C2—C1—H1	118.8	C16—C15—H15A	109.5
C3—C2—C1	119.3 (4)	C16—C15—H15B	109.5
C3—C2—H2	120.3	H15A—C15—H15B	109.5
C1—C2—H2	120.3	C16—C15—H15C	109.5
C2—C3—C4	119.4 (4)	H15A—C15—H15C	109.5
C2—C3—H3	120.3	H15B—C15—H15C	109.5
C4—C3—H3	120.3	O6—C16—O5	124.8 (4)
C5—C4—C3	118.6 (4)	O6—C16—C15	118.3 (3)
C5—C4—H4	120.7	O5—C16—C15	116.9 (4)
C3—C4—H4	120.7	C1—N1—C5	118.0 (3)
N1—C5—C4	122.4 (4)	C1—N1—Cd1	127.0 (2)
N1—C5—C6	116.9 (3)	C5—N1—Cd1	115.0 (2)
C4—C5—C6	120.7 (4)	C6—N2—O1	115.0 (3)
N2—C6—C5	119.1 (3)	C6—N2—Cd1	118.9 (2)
N2—C6—H6A	120.4	O1—N2—Cd1	124.7 (2)
C5—C6—H6A	120.4	C7—N3—C11	117.1 (3)
N3—C7—C8	123.4 (4)	C7—N3—Cd1	127.8 (2)
N3—C7—H7	118.3	C11—N3—Cd1	115.0 (2)
C8—C7—H7	118.3	C12—N4—O2	115.3 (3)
C9—C8—C7	118.3 (4)	C12—N4—Cd1	118.4 (2)
C9—C8—H8	120.8	O2—N4—Cd1	126.3 (2)
C7—C8—H8	120.8	N2—O1—H1B	103 (3)
C10—C9—C8	119.2 (4)	N4—O2—H2B	109 (4)
C10—C9—H9	120.4	C14—O3—Cd1	129.1 (3)
C8—C9—H9	120.4	C16—O5—Cd1	124.6 (3)
C9—C10—C11	119.7 (4)	O5—Cd1—O3	95.55 (12)
C9—C10—H10	120.1	O5—Cd1—N4	96.42 (11)
C11—C10—H10	120.1	O3—Cd1—N4	100.57 (11)
N3—C11—C10	122.1 (4)	O5—Cd1—N2	103.25 (10)
N3—C11—C12	116.3 (3)	O3—Cd1—N2	91.65 (11)
C10—C11—C12	121.5 (3)	N4—Cd1—N2	155.72 (12)
N4—C12—C11	120.8 (3)	O5—Cd1—N3	92.09 (11)
N4—C12—H12A	119.6	O3—Cd1—N3	168.11 (10)
C11—C12—H12A	119.6	N4—Cd1—N3	69.45 (10)
C14—C13—H13A	109.5	N2—Cd1—N3	95.46 (10)
C14—C13—H13B	109.5	O5—Cd1—N1	170.71 (10)
H13A—C13—H13B	109.5	O3—Cd1—N1	89.02 (11)
C14—C13—H13C	109.5	N4—Cd1—N1	90.68 (10)
H13A—C13—H13C	109.5	N2—Cd1—N1	68.45 (10)
H13B—C13—H13C	109.5	N3—Cd1—N1	84.77 (10)
O4—C14—O3	125.5 (4)
N1—C1—C2—C3	−1.5 (7)	C14—O3—Cd1—N3	43.8 (7)
C1—C2—C3—C4	1.0 (8)	C14—O3—Cd1—N1	102.2 (4)
C2—C3—C4—C5	0.8 (8)	C12—N4—Cd1—O5	−92.2 (3)
C3—C4—C5—N1	−2.3 (7)	O2—N4—Cd1—O5	88.5 (3)
C3—C4—C5—C6	177.3 (4)	C12—N4—Cd1—O3	170.9 (3)
N1—C5—C6—N2	7.4 (6)	O2—N4—Cd1—O3	−8.4 (3)
C4—C5—C6—N2	−172.3 (4)	C12—N4—Cd1—N2	51.9 (4)
N3—C7—C8—C9	−0.9 (6)	O2—N4—Cd1—N2	−127.4 (4)
C7—C8—C9—C10	−0.4 (7)	C12—N4—Cd1—N3	−2.4 (3)
C8—C9—C10—C11	1.4 (7)	O2—N4—Cd1—N3	178.3 (4)
C9—C10—C11—N3	−1.2 (7)	C12—N4—Cd1—N1	81.8 (3)
C9—C10—C11—C12	178.3 (4)	O2—N4—Cd1—N1	−97.5 (3)
N3—C11—C12—N4	0.6 (6)	C6—N2—Cd1—O5	−172.9 (3)
C10—C11—C12—N4	−178.9 (4)	O1—N2—Cd1—O5	−7.2 (3)
C2—C1—N1—C5	0.1 (6)	C6—N2—Cd1—O3	−76.8 (3)
C2—C1—N1—Cd1	179.1 (3)	O1—N2—Cd1—O3	88.9 (3)
C4—C5—N1—C1	1.9 (6)	C6—N2—Cd1—N4	43.8 (5)
C6—C5—N1—C1	−177.8 (3)	O1—N2—Cd1—N4	−150.5 (3)
C4—C5—N1—Cd1	−177.3 (4)	C6—N2—Cd1—N3	93.6 (3)
C6—C5—N1—Cd1	3.0 (4)	O1—N2—Cd1—N3	−100.7 (3)
C5—C6—N2—O1	178.4 (3)	C6—N2—Cd1—N1	11.5 (3)
C5—C6—N2—Cd1	−14.5 (5)	O1—N2—Cd1—N1	177.2 (3)
C8—C7—N3—C11	1.1 (5)	C7—N3—Cd1—O5	−84.9 (3)
C8—C7—N3—Cd1	−175.4 (3)	C11—N3—Cd1—O5	98.6 (2)
C10—C11—N3—C7	0.0 (5)	C7—N3—Cd1—O3	145.1 (5)
C12—C11—N3—C7	−179.5 (3)	C11—N3—Cd1—O3	−31.4 (6)
C10—C11—N3—Cd1	176.9 (3)	C7—N3—Cd1—N4	179.1 (3)
C12—C11—N3—Cd1	−2.6 (4)	C11—N3—Cd1—N4	2.6 (2)
C11—C12—N4—O2	−178.7 (4)	C7—N3—Cd1—N2	18.7 (3)
C11—C12—N4—Cd1	2.0 (5)	C11—N3—Cd1—N2	−157.8 (2)
O4—C14—O3—Cd1	−6.0 (6)	C7—N3—Cd1—N1	86.4 (3)
C13—C14—O3—Cd1	175.2 (3)	C11—N3—Cd1—N1	−90.1 (2)
O6—C16—O5—Cd1	6.3 (6)	C1—N1—Cd1—O5	146.5 (6)
C15—C16—O5—Cd1	−172.3 (3)	C5—N1—Cd1—O5	−34.4 (7)
C16—O5—Cd1—O3	−111.5 (3)	C1—N1—Cd1—O3	−93.9 (3)
C16—O5—Cd1—N4	147.2 (3)	C5—N1—Cd1—O3	85.2 (3)
C16—O5—Cd1—N2	−18.5 (3)	C1—N1—Cd1—N4	6.7 (3)
C16—O5—Cd1—N3	77.6 (3)	C5—N1—Cd1—N4	−174.3 (3)
C16—O5—Cd1—N1	7.6 (8)	C1—N1—Cd1—N2	173.9 (3)
C14—O3—Cd1—O5	−85.9 (4)	C5—N1—Cd1—N2	−7.0 (3)
C14—O3—Cd1—N4	11.7 (4)	C1—N1—Cd1—N3	76.0 (3)
C14—O3—Cd1—N2	170.6 (3)	C5—N1—Cd1—N3	−105.0 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1B···O6	0.83 (2)	1.72 (1)	2.545 (4)	169 (4)
O2—H2B···O4	0.83 (5)	1.69 (5)	2.512 (5)	175 (6)
C6—H6A···O3i	0.93	2.52	3.381 (5)	153
C9—H9···O5ii	0.93	2.55	3.387 (6)	151
C12—H12A···O6iii	0.93	2.56	3.264 (6)	132

Table 1

Selected bond lengths (Å)

Cd1—N1	2.438 (3)
Cd1—N2	2.362 (3)
Cd1—N3	2.411 (3)
Cd1—N4	2.344 (3)
Cd1—O3	2.245 (3)
Cd1—O5	2.210 (3)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1B⋯O6	0.83 (2)	1.72 (1)	2.545 (4)	169 (4)
O2—H2B⋯O4	0.83 (5)	1.69 (5)	2.512 (5)	175 (6)
C6—H6A⋯O3i	0.93	2.52	3.381 (5)	153
C9—H9⋯O5ii	0.93	2.55	3.387 (6)	151
C12—H12A⋯O6iii	0.93	2.56	3.264 (6)	132

Symmetry codes: (i) ; (ii) ; (iii) .